7β-<(2R)-2-phenyl-2-amino>acetylamino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylic acid

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Chemical Name:7β-<(2R)-2-phenyl-2-amino>acetylamino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylic acid
CAS No.:75460-20-7
Molecular Formula:C₁₇H₁₇N₃O₄
Molecular Weight:327.34
Hs Code.:

Synonyms:7β-<(2R)-2-phenyl-2-amino>acetylamino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylic acid

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Chemical Property of 7β-<(2R)-2-phenyl-2-amino>acetylamino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylic acid

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Technology Process of 7β-<(2R)-2-phenyl-2-amino>acetylamino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylic acid

There total 17 articles about 7β-<(2R)-2-phenyl-2-amino>acetylamino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

: (6R,7S)-7-((R)-2-tert-Butoxycarbonylamino-2-phenyl-acetylamino)-3-methyl-8-oxo-1-aza-bicyclo[4.2.0]octa-2,4-diene-2-carboxylic acid

: 75460-20-7
7β-<(2R)-2-phenyl-2-amino>acetylamino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylic acid

Guidance literature:: With aluminium trichloride; methoxybenzene; In nitromethane; dichloromethane; 1.) ice-cooling, 30 min, 2.) r.t., 2 h;
DOI:10.1248/cpb.28.1578

Reference yield:

: 75460-21-8
2-[(3S,4R)-3-Amino-2-oxo-4-((E)-styryl)-azetidin-1-yl]-3-methyl-but-2-enoic acid benzyl ester

: 75460-20-7
7β-<(2R)-2-phenyl-2-amino>acetylamino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylic acid

Guidance literature:: Multi-step reaction with 10 steps

1: 21 g / pyridine / CH₂Cl₂ / 1 h / Ambient temperature; -40 deg C - room temp.

2: 1.) O₃, 2.) Zn / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, acetic acid, -10 deg C, 50 min

3: 4.23 g / CH₂Cl₂ / 1.) r.t., overnight, 2.) reflux, 40 min

4: SOCl₂, pyridine / CH₂Cl₂ / 0.33 h

5: 2.39 g / CH₂Cl₂ / 1.5 h / Heating

6: 92 percent / NaH / tetrahydrofuran; CH₂Cl₂ / 1 h

7: 0.5 g / xylene; dioxane / 18 h / Heating

8: 1.) PCl₃, pyridine / 1.) CH₂Cl₂, -30 deg C, 1 h; ice-cooling, 40 min, 2.) CH₂Cl₂, MeOH, -30 deg C, 30 min

9: 98 percent / EEDQ / tetrahydrofuran / 1 h / Ambient temperature

10: 80 percent / AlCl₃, anisole / nitromethane; CH₂Cl₂ / 1.) ice-cooling, 30 min, 2.) r.t., 2 h

With pyridine; aluminium trichloride; thionyl chloride; sodium hydride; ozone; methoxybenzene; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; zinc; phosphorus trichloride; In tetrahydrofuran; 1,4-dioxane; nitromethane; dichloromethane; xylene;
DOI:10.1248/cpb.28.1578

Reference yield:

: 75460-13-8
((2S,3S)-2-Formyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-hydroxy-acetic acid benzyl ester

: 75460-20-7
7β-<(2R)-2-phenyl-2-amino>acetylamino-3-methyl-1,2-dehydro-1-carba-1-dethia-3-cephem-4-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 4.23 g / CH₂Cl₂ / 1.) r.t., overnight, 2.) reflux, 40 min

2: SOCl₂, pyridine / CH₂Cl₂ / 0.33 h

3: 2.39 g / CH₂Cl₂ / 1.5 h / Heating

4: 92 percent / NaH / tetrahydrofuran; CH₂Cl₂ / 1 h

5: 0.5 g / xylene; dioxane / 18 h / Heating

6: 1.) PCl₃, pyridine / 1.) CH₂Cl₂, -30 deg C, 1 h; ice-cooling, 40 min, 2.) CH₂Cl₂, MeOH, -30 deg C, 30 min

7: 98 percent / EEDQ / tetrahydrofuran / 1 h / Ambient temperature

8: 80 percent / AlCl₃, anisole / nitromethane; CH₂Cl₂ / 1.) ice-cooling, 30 min, 2.) r.t., 2 h

With pyridine; aluminium trichloride; thionyl chloride; sodium hydride; methoxybenzene; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; phosphorus trichloride; In tetrahydrofuran; 1,4-dioxane; nitromethane; dichloromethane; xylene;
DOI:10.1248/cpb.28.1578